Vat-dye and process of making same.



ALBR no. SL/RNUDT YORM. MEESTER LUOIUS BRUNING, F elag c): OFGE many.

,os HCCHST-ON-THE-MAIN,- GERMANY, ASSIGNOR "r0 FABBWERKE HooEsT-oN-THE-M-Am, GERMANY, A.' CORPO- vAr-nYLe' AND Pitoosss OF re ime SAMIEL Specification of Letters' 'i atenfi.

I esteemed out. 15, 1907. 3

lxyplice'ticn filed 5m 22,1eo7. Serial No. 353,527.

To all whomit may concern: Be it known that I, 43.

st, a, citizen of the ,CHT 8052 1101, P11. ll, Em l e of'Gerzn-any, i'esiding athocnst-on the Me-in, Germany, have invented eel 5. m new and useful Improvements in-the Process of Making Vet-Dyestn fis, of which the following is a speci-' filcation v i I ha re found that phenylthioglycollicorthomarboxylic acid and its hoxnoiogues and substitution products, 1Q when heated with bisizlfites to about 150l'90"C. under} presehm, maybe transformed into dyestuffs which on bes treated with. alkaline reducing agents, like lay drosulfit'es, become dissolved and dye in this va-t cotton.-

, 'zmd wool. u v

Example'l: 30' parts by weight of phenyltlgjoglycollic-ortho-carboxylic.acidare heated in a closed vessel to about'l70l80 C. for 3 hours, preferably while stir-- ring, with 390 parts by weight of commercial concomtrot-ed sodium bisulfite solution of about 40 pef cent. strength. The product of reaction, consisting of a red crystalline mass, is boiled with carbon bisulfid and .wa-' ter and dilute soda-lye, whereupon the dyestuff renm' is behind as a loose, red, crystalline mass of silky aspect. The dyestuff is reduced with some (lillicnlty in the vas, owing to its crystalline structure, but may be brought into flaky form which is read ly reduced, preferably by dissolution in cold sulfuric acid and precipita-tion by addition of wstei; it isidentical with thieindigo obtained by fusing phenyitliioglycollic-ortho- 3 czu'hr cylie acid with c-""1st.c soda and subsequent oxi n, dyeing like thin-indigo cotton and wool in the pie 11': pnrts by we ighs of tolylthioglyeollicortho-cctrooxfic I-L'lCd (S GH -GQOH:GH :OOOH=11:4:6) are li f-ed to about 170-l80 O. with about 180 parts by t of commercial sodium bisulfite solution Esem ile III: 30 parts b weight of tolylthiog lycollica orlio-cztrlooxyiic acid 7 are heated to 180C. with SOO'paits by weight of coniyeliower tint than that produced bXthio-indigo. v 56 I Example IV: 31) parts by weight of chloro-pll'enylthioglycollie ortho-cerboxylic acid (s-oH '-ooo:e C1 oooB=1;3:6 obtained from chloroanthranilic acid (NH :C1:OO( H=1.:3:6)

are heated Witl1160 .parts by weight of a solution 0t bisulfite while stirring or in a shaking appamtus to 180? .O. for 3 hours The dyestuff obtained after boiling with soda-lj e'dyes in the vat cotton and yrool with astill yellow er and faster tint than that obtained with the dye- 60 still? fromp31enylthiogiycollic-ortho-carboxylic acid.

Qther substitution products of the. phenylthioglycoHic-ortho-ca-rboxylic acid behave simiiarly.

Having now'described my invention, what I claim is: ea

1. The process herein described of making vat dyestuffs, which consists in heating under pressure nrylthio- 'glycollic-ortho-carboxylic acids with hisulfites.

2. Asa DE\Vtpl' Odl1Lt, the dyestuff having the formulzl C 'uH O C (CH-,-) "=1 :3 from toiylthiogiycollic-ortho carhox ii} yllc acid S (,II -COOH:-CH COOH)==1:3:(S being a red powder, soluble in concentrated sulfuric acid with a clarkish yelldwgreen 3nd in hot nitrolienzene with a violetred color, showing on the porcelain a cherry-red metallic touch. I

In testimony, that I "claim the foregoing as my invention, I have signed my name in presence of two subscribing Witnesses ALBRECHT SCHMI T;

lwitnessesp JEAN norm, CARE.- Gnnnb. 

